Structure

Physi-Chem Properties

Molecular Weight:  232.15
Volume:  257.918
LogP:  3.436
LogD:  3.384
LogS:  -3.835
# Rotatable Bonds:  0
TPSA:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.363
Synthetic Accessibility Score:  4.23
Fsp3:  0.533
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  2
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.632
MDCK Permeability:  3.4878761653089896e-05
Pgp-inhibitor:  0.006
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.566
20% Bioavailability (F20%):  0.446
30% Bioavailability (F30%):  0.049

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.507
Plasma Protein Binding (PPB):  95.07379913330078%
Volume Distribution (VD):  0.723
Pgp-substrate:  2.1139719486236572%

ADMET: Metabolism

CYP1A2-inhibitor:  0.832
CYP1A2-substrate:  0.484
CYP2C19-inhibitor:  0.793
CYP2C19-substrate:  0.18
CYP2C9-inhibitor:  0.666
CYP2C9-substrate:  0.473
CYP2D6-inhibitor:  0.22
CYP2D6-substrate:  0.408
CYP3A4-inhibitor:  0.344
CYP3A4-substrate:  0.176

ADMET: Excretion

Clearance (CL):  7.818
Half-life (T1/2):  0.248

ADMET: Toxicity

hERG Blockers:  0.007
Human Hepatotoxicity (H-HT):  0.262
Drug-inuced Liver Injury (DILI):  0.191
AMES Toxicity:  0.117
Rat Oral Acute Toxicity:  0.59
Maximum Recommended Daily Dose:  0.832
Skin Sensitization:  0.9
Carcinogencity:  0.112
Eye Corrosion:  0.903
Eye Irritation:  0.747
Respiratory Toxicity:  0.971

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC269206

Natural Product ID:  NPC269206
Common Name*:   Costunolide
IUPAC Name:   (3aS,6E,10E,11aR)-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one
Synonyms:   Costunolide; Melampolide
Standard InCHIKey:  HRYLQFBHBWLLLL-AHNJNIBGSA-N
Standard InCHI:  InChI=1S/C15H20O2/c1-10-5-4-6-11(2)9-14-13(8-7-10)12(3)15(16)17-14/h5,9,13-14H,3-4,6-8H2,1-2H3/b10-5+,11-9+/t13-,14+/m0/s1
SMILES:  C/C/1=CCC/C(=C/[C@@H]2[C@@H](CC1)C(=C)C(=O)O2)/C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL86416
PubChem CID:   5281437
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001283] Terpene lactones
          • [CHEMONTID:0001543] Sesquiterpene lactones
            • [CHEMONTID:0001771] Germacranolides and derivatives

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. DOI[10.1021/jf00055a023]
NPO19934 Genista ephedroides Species Fabaceae Eukaryota n.a. n.a. n.a. DOI[10.1021/np980112s]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. leaf n.a. DOI[10.1080/10412905.2001.9699624]
NPO17755 Inula helenium Species Asteraceae Eukaryota n.a. root n.a. PMID[10364842]
NPO15442 Magnolia sieboldii Species Magnoliaceae Eukaryota n.a. n.a. n.a. PMID[11534769]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. seed n.a. PMID[11539687]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[11912066]
NPO17755 Inula helenium Species Asteraceae Eukaryota n.a. root n.a. PMID[12392098]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. leaf n.a. PMID[12419922]
NPO26040 Dracocephalum komarovi Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[12542361]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. PMID[12713418]
NPO25825 Saussurea lappa Species Asteraceae Eukaryota Roots n.a. n.a. PMID[14510592]
NPO17487 Cliona nigricans Species Clionaidae Eukaryota n.a. n.a. n.a. PMID[15128254]
NPO20859 Pseudomonas tolaasii Species Pseudomonadaceae Bacteria n.a. n.a. n.a. PMID[15165142]
NPO16277 Swertia davidi Species Gentianaceae Eukaryota n.a. n.a. n.a. PMID[15234768]
NPO25979 Pseudopterogorgia australiensis Species Gorgoniidae Eukaryota n.a. Indian Ocean n.a. PMID[15332869]
NPO25979 Pseudopterogorgia australiensis Species Gorgoniidae Eukaryota n.a. n.a. n.a. PMID[15332869]
NPO16772 Piper rusbyi Species Piperaceae Eukaryota n.a. leaf n.a. PMID[17354169]
NPO33469 Asteraceae Family Asteraceae Eukaryota n.a. n.a. n.a. PMID[18329753]
NPO30603 Saussurea lappa n.a. n.a. n.a. n.a. root n.a. PMID[18409040]
NPO30603 Saussurea lappa n.a. n.a. n.a. roots n.a. n.a. PMID[18579374]
NPO20417 Tamarix nilotica Species Tamaricaceae Eukaryota n.a. n.a. n.a. PMID[20405847]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. PMID[21080643]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. leaf n.a. PMID[21188975]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. leaf n.a. PMID[21574561]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. husk n.a. PMID[21574561]
NPO20281 Withania aristata Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[22705001]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. seed n.a. PMID[23292602]
NPO17755 Inula helenium Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[23501116]
NPO20417 Tamarix nilotica Species Tamaricaceae Eukaryota n.a. n.a. n.a. PMID[23675651]
NPO17755 Inula helenium Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[24996657]
NPO30603 Saussurea lappa n.a. n.a. n.a. n.a. n.a. n.a. PMID[25068579]
NPO17755 Inula helenium Species Asteraceae Eukaryota n.a. root n.a. PMID[25767328]
NPO20417 Tamarix nilotica Species Tamaricaceae Eukaryota Leaves n.a. n.a. PMID[26938659]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. PMID[29762032]
NPO25825 Saussurea lappa Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[3572418]
NPO30603 Saussurea lappa n.a. n.a. n.a. n.a. root n.a. PMID[8541643]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. pollen n.a. PMID[8987503]
NPO15442 Magnolia sieboldii Species Magnoliaceae Eukaryota stem bark n.a. n.a. PMID[8988596]
NPO15810 Zea mays Species Poaceae Eukaryota Silk Essent. Oil n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Silk Stigma Style n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. Database[FooDB]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Cob n.a. n.a. Database[FooDB]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Husk Essent. Oil n.a. n.a. Database[FooDB]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Oil n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Pollen Or Spore n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Seed Essent. Oil n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26596 Inula royleana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26419 Magnolia rostrata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30603 Saussurea lappa n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO15442 Magnolia sieboldii Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7730 Commiphora myrrha Species Burseraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17755 Inula helenium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20417 Tamarix nilotica Species Tamaricaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17755 Inula helenium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15442 Magnolia sieboldii Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25825 Saussurea lappa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10391 Dolomiaea souliei Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26419 Magnolia rostrata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7730 Commiphora myrrha Species Burseraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8676 Anamirta cocculus Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26596 Inula royleana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17755 Inula helenium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO10391 Dolomiaea souliei Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25825 Saussurea lappa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22718 Polyporus officinalis Species Polyporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11851 Excoecaria parvifolia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10391 Dolomiaea souliei Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26615 Melampsora lini Species Melampsoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20859 Pseudomonas tolaasii Species Pseudomonadaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO10380 Prunus triflora Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17487 Cliona nigricans Species Clionaidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26596 Inula royleana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28322 Serratula tinctoria Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26712 Cladrastis kentukea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17893 Polyalthia beccarii Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22398 Platanus hybrida Species Platanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9673 Alstonia sphaerocapitata Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13904 Jacaranda racemosa Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20417 Tamarix nilotica Species Tamaricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7470 Choisya mollis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15477 Thymus algeriensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5463.1 Vigna radiata var. radiata Varieties Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25979 Pseudopterogorgia australiensis Species Gorgoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21792 Penicillium brefeldianum Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19934 Genista ephedroides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9657 Melilotus altissima Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23184 Allophylus cobbe Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18145 Annona papilionella Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18282 Eccremocarpus scaber Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23103 Quamoclit angulata n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO7730 Commiphora myrrha Species Burseraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18037 Tolypocladium terricola Species Ophiocordycipitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16277 Swertia davidi Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15442 Magnolia sieboldii Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17755 Inula helenium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26040 Dracocephalum komarovi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20281 Withania aristata Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26419 Magnolia rostrata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22866 Streptomyces piomogenus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO8676 Anamirta cocculus Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9560 Helenium vernale Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22174 Tanacetum cadmeum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16772 Piper rusbyi Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21388 Eucampia zodiacus Species Hemiaulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16531 Strychnos solimoesana Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25825 Saussurea lappa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6986 Diaporthe eres Species Diaporthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT886 Cell Line NIH3T3 Mus musculus Ratio IC50 = 1.8 n.a. PMID[550432]
NPT886 Cell Line NIH3T3 Mus musculus Ratio IC50 = 0.5 n.a. PMID[550432]
NPT90 Cell Line DU-145 Homo sapiens Ratio IC50 = 0.5 n.a. PMID[550432]
NPT2400 Cell Line PA-1 Homo sapiens Ratio IC50 = 1.3 n.a. PMID[550432]
NPT111 Cell Line K562 Homo sapiens Ratio IC50 = 1.0 n.a. PMID[550432]
NPT783 Cell Line MIA PaCa-2 Homo sapiens Ratio IC50 = 0.8 n.a. PMID[550432]
NPT886 Cell Line NIH3T3 Mus musculus Ratio IC50 = 1.1 n.a. PMID[550432]
NPT1723 Cell Line HBL-100 Homo sapiens Ratio IC50 = 1.3 n.a. PMID[550432]
NPT886 Cell Line NIH3T3 Mus musculus IC50 = 13900.0 nM PMID[550432]
NPT323 Cell Line SW-620 Homo sapiens IC50 = 7800.0 nM PMID[550432]
NPT91 Cell Line KB Homo sapiens IC50 = 28900.0 nM PMID[550432]
NPT90 Cell Line DU-145 Homo sapiens IC50 = 29200.0 nM PMID[550432]
NPT111 Cell Line K562 Homo sapiens IC50 = 14500.0 nM PMID[550432]
NPT2400 Cell Line PA-1 Homo sapiens IC50 = 10600.0 nM PMID[550432]
NPT783 Cell Line MIA PaCa-2 Homo sapiens IC50 = 17700.0 nM PMID[550432]
NPT81 Cell Line A549 Homo sapiens IC50 = 12300.0 nM PMID[550432]
NPT1723 Cell Line HBL-100 Homo sapiens IC50 = 10300.0 nM PMID[550432]
NPT2716 Individual Protein UDP-N-acetylglucosamine 1-carboxyvinyltransferase Escherichia coli K-12 IC50 > 50000.0 nM PMID[550433]
NPT2716 Individual Protein UDP-N-acetylglucosamine 1-carboxyvinyltransferase Escherichia coli K-12 IC50 > 50000.0 nM PMID[550434]
NPT2717 Individual Protein UDP-N-acetylglucosamine 1-carboxyvinyltransferase Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) IC50 > 50000.0 nM PMID[550433]
NPT2717 Individual Protein UDP-N-acetylglucosamine 1-carboxyvinyltransferase Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) IC50 > 50000.0 nM PMID[550434]
NPT91 Cell Line KB Homo sapiens pED50 = 5.61 n.a. PMID[550435]
NPT91 Cell Line KB Homo sapiens ED50 = 0.57 ug ml-1 PMID[550435]
NPT31 Individual Protein Cyclooxygenase-2 Homo sapiens IC60 = 6.9 uM PMID[550436]
NPT91 Cell Line KB Homo sapiens ED50 = 2.46 umol/L PMID[550438]
NPT377 Cell Line OVCAR-3 Homo sapiens CD50 = 2.0 ug ml-1 PMID[550439]
NPT165 Cell Line HeLa Homo sapiens CD50 = 2.0 ug ml-1 PMID[550439]
NPT65 Cell Line HepG2 Homo sapiens CD50 = 1.6 ug ml-1 PMID[550439]
NPT108 Individual Protein Estrogen receptor alpha Homo sapiens Activity = 50.42 % PMID[550441]
NPT108 Individual Protein Estrogen receptor alpha Homo sapiens Activity = 39.18 % PMID[550441]
NPT116 Cell Line HL-60 Homo sapiens IC50 = 7700.0 nM PMID[550442]
NPT144 Individual Protein Telomerase reverse transcriptase Homo sapiens IC50 = 65000.0 nM PMID[550446]
NPT116 Cell Line HL-60 Homo sapiens IC50 = 2100.0 nM PMID[550447]
NPT76 Cell Line C6 Rattus norvegicus IC50 = 4100.0 nM PMID[550447]
NPT116 Cell Line HL-60 Homo sapiens IC50 = 5900.0 nM PMID[550447]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 0.23 mg ml-1 PMID[550430]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 0.2 mg ml-1 PMID[550430]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 0.1 mg ml-1 PMID[550430]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 0.18 mg ml-1 PMID[550430]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 0.21 mg ml-1 PMID[550430]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 0.19 mg ml-1 PMID[550430]
NPT29 Organism Rattus norvegicus Rattus norvegicus Inhibition = 62.1 % PMID[550430]
NPT29 Organism Rattus norvegicus Rattus norvegicus Inhibition = 48.2 % PMID[550430]
NPT29 Organism Rattus norvegicus Rattus norvegicus Inhibition = 25.5 % PMID[550430]
NPT29 Organism Rattus norvegicus Rattus norvegicus Inhibition = 42.1 % PMID[550430]
NPT29 Organism Rattus norvegicus Rattus norvegicus Serum glucose = 178.6 mg dl-1 PMID[550430]
NPT29 Organism Rattus norvegicus Rattus norvegicus Serum glucose = 151.0 mg dl-1 PMID[550430]
NPT29 Organism Rattus norvegicus Rattus norvegicus Serum glucose = 116.6 mg dl-1 PMID[550430]
NPT29 Organism Rattus norvegicus Rattus norvegicus Serum glucose = 171.2 mg dl-1 PMID[550430]
NPT29 Organism Rattus norvegicus Rattus norvegicus Serum glucose = 150.3 mg dl-1 PMID[550430]
NPT29 Organism Rattus norvegicus Rattus norvegicus Serum glucose = 111.9 mg dl-1 PMID[550430]
NPT721 Individual Protein Nuclear factor NF-kappa-B p65 subunit Homo sapiens IC100 = 50.0 uM PMID[550431]
NPT2 Others Unspecified Inhibition = 94.6 % PMID[550437]
NPT2 Others Unspecified Inhibition = 50.3 % PMID[550437]
NPT27 Others Unspecified Activity = 92.0 % PMID[550437]
NPT19 Organism Escherichia coli Escherichia coli MIC > 800.0 ug.mL-1 PMID[550439]
NPT1605 Organism Enterococcus Enterococcus MIC = 400.0 ug.mL-1 PMID[550439]
NPT175 Organism Enterococcus faecalis Enterococcus faecalis MIC = 400.0 ug.mL-1 PMID[550439]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 200.0 ug.mL-1 PMID[550439]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 100.0 ug.mL-1 PMID[550439]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 7.5 % PMID[550442]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 18.8 % PMID[550442]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 13.4 % PMID[550442]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 25.8 % PMID[550442]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 5800.0 nM PMID[550442]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 85.5 mg/dl PMID[550443]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 167.0 mg/dl PMID[550443]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 240.7 mg/dl PMID[550443]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 285.5 mg/dl PMID[550443]
NPT840 Individual Protein Transcriptional activator Myb Gallus gallus IC50 = 30690.22 nM PMID[550444]
NPT27 Others Unspecified IC50 > 30000.0 nM PMID[550444]
NPT840 Individual Protein Transcriptional activator Myb Gallus gallus IC50 = 30660.0 nM PMID[550444]
NPT32 Organism Mus musculus Mus musculus Inhibition = 14.3 % PMID[550445]
NPT29 Organism Rattus norvegicus Rattus norvegicus Inhibition = 93.2 % PMID[550445]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 1.2 ug.mL-1 PMID[550445]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 4100.0 nM PMID[550447]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 5.68 % PMID[550448]
NPT21118 SINGLE PROTEIN Taste receptor type 2 member 46 Homo sapiens EC50 = 8600.0 nM PMID[550449]
NPT20556 SINGLE PROTEIN Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = -7.509 % PMID[550450]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 0.43 % PMID[550451]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC269206 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC295633
1.0 High Similarity NPC58956
0.9571 High Similarity NPC235906
0.9559 High Similarity NPC163003
0.9437 High Similarity NPC171204
0.9437 High Similarity NPC476028
0.9437 High Similarity NPC141789
0.9429 High Similarity NPC155587
0.9306 High Similarity NPC471465
0.9306 High Similarity NPC196653
0.9286 High Similarity NPC140287
0.9286 High Similarity NPC476355
0.9275 High Similarity NPC129665
0.9178 High Similarity NPC270126
0.9178 High Similarity NPC98557
0.9178 High Similarity NPC167881
0.9054 High Similarity NPC281132
0.9028 High Similarity NPC123360
0.8933 High Similarity NPC24417
0.8904 High Similarity NPC65603
0.8904 High Similarity NPC7563
0.8904 High Similarity NPC187568
0.8904 High Similarity NPC320630
0.8904 High Similarity NPC41780
0.8904 High Similarity NPC97516
0.8904 High Similarity NPC116177
0.8889 High Similarity NPC193351
0.8889 High Similarity NPC226669
0.8889 High Similarity NPC138408
0.8816 High Similarity NPC229825
0.8784 High Similarity NPC267231
0.8784 High Similarity NPC93763
0.8784 High Similarity NPC108816
0.8701 High Similarity NPC59097
0.8701 High Similarity NPC40746
0.8701 High Similarity NPC169575
0.8701 High Similarity NPC473390
0.8701 High Similarity NPC131669
0.8696 High Similarity NPC194871
0.8649 High Similarity NPC474760
0.8649 High Similarity NPC470240
0.8649 High Similarity NPC476794
0.859 High Similarity NPC191476
0.859 High Similarity NPC114979
0.859 High Similarity NPC158756
0.859 High Similarity NPC96259
0.859 High Similarity NPC141193
0.859 High Similarity NPC476804
0.8571 High Similarity NPC470256
0.8481 Intermediate Similarity NPC255307
0.8481 Intermediate Similarity NPC470755
0.8442 Intermediate Similarity NPC25684
0.8442 Intermediate Similarity NPC301477
0.8442 Intermediate Similarity NPC52861
0.8442 Intermediate Similarity NPC281949
0.8442 Intermediate Similarity NPC141810
0.8421 Intermediate Similarity NPC89128
0.8421 Intermediate Similarity NPC264227
0.8421 Intermediate Similarity NPC178277
0.8421 Intermediate Similarity NPC617
0.8421 Intermediate Similarity NPC470239
0.8421 Intermediate Similarity NPC470244
0.8421 Intermediate Similarity NPC182550
0.8421 Intermediate Similarity NPC472965
0.8421 Intermediate Similarity NPC63649
0.84 Intermediate Similarity NPC57744
0.8375 Intermediate Similarity NPC469910
0.8375 Intermediate Similarity NPC475461
0.8375 Intermediate Similarity NPC50637
0.8375 Intermediate Similarity NPC305475
0.8333 Intermediate Similarity NPC173609
0.8312 Intermediate Similarity NPC276356
0.8312 Intermediate Similarity NPC302426
0.8289 Intermediate Similarity NPC472960
0.8289 Intermediate Similarity NPC128276
0.8272 Intermediate Similarity NPC266957
0.8267 Intermediate Similarity NPC68819
0.825 Intermediate Similarity NPC50362
0.825 Intermediate Similarity NPC38468
0.825 Intermediate Similarity NPC319795
0.8228 Intermediate Similarity NPC250315
0.8228 Intermediate Similarity NPC474703
0.8228 Intermediate Similarity NPC318468
0.8205 Intermediate Similarity NPC471325
0.8171 Intermediate Similarity NPC473715
0.8171 Intermediate Similarity NPC476805
0.8171 Intermediate Similarity NPC475819
0.8171 Intermediate Similarity NPC476803
0.8148 Intermediate Similarity NPC150755
0.8116 Intermediate Similarity NPC474658
0.8101 Intermediate Similarity NPC178676
0.8082 Intermediate Similarity NPC472955
0.8077 Intermediate Similarity NPC223904
0.8077 Intermediate Similarity NPC69271
0.8077 Intermediate Similarity NPC74673
0.8072 Intermediate Similarity NPC474032
0.8072 Intermediate Similarity NPC166919
0.8056 Intermediate Similarity NPC218477
0.8052 Intermediate Similarity NPC299235
0.8025 Intermediate Similarity NPC215364
0.8025 Intermediate Similarity NPC165162
0.8025 Intermediate Similarity NPC21469
0.8 Intermediate Similarity NPC215294
0.8 Intermediate Similarity NPC39588
0.8 Intermediate Similarity NPC116543
0.8 Intermediate Similarity NPC475947
0.8 Intermediate Similarity NPC272814
0.8 Intermediate Similarity NPC15499
0.8 Intermediate Similarity NPC294434
0.8 Intermediate Similarity NPC117746
0.8 Intermediate Similarity NPC259599
0.7976 Intermediate Similarity NPC474232
0.7976 Intermediate Similarity NPC179394
0.7976 Intermediate Similarity NPC475855
0.7976 Intermediate Similarity NPC144133
0.7976 Intermediate Similarity NPC473619
0.7976 Intermediate Similarity NPC469368
0.7975 Intermediate Similarity NPC325031
0.7975 Intermediate Similarity NPC10276
0.7975 Intermediate Similarity NPC35089
0.7975 Intermediate Similarity NPC42470
0.7945 Intermediate Similarity NPC144511
0.7945 Intermediate Similarity NPC476591
0.7945 Intermediate Similarity NPC199557
0.7945 Intermediate Similarity NPC88877
0.7945 Intermediate Similarity NPC296522
0.7927 Intermediate Similarity NPC107787
0.7927 Intermediate Similarity NPC284902
0.7901 Intermediate Similarity NPC115786
0.7901 Intermediate Similarity NPC159635
0.7882 Intermediate Similarity NPC473321
0.7875 Intermediate Similarity NPC85772
0.7875 Intermediate Similarity NPC89555
0.7867 Intermediate Similarity NPC472956
0.7857 Intermediate Similarity NPC151770
0.7838 Intermediate Similarity NPC67183
0.7831 Intermediate Similarity NPC475703
0.7831 Intermediate Similarity NPC231889
0.7831 Intermediate Similarity NPC160138
0.7805 Intermediate Similarity NPC78089
0.7805 Intermediate Similarity NPC21471
0.7805 Intermediate Similarity NPC110405
0.7805 Intermediate Similarity NPC161957
0.7805 Intermediate Similarity NPC33570
0.7792 Intermediate Similarity NPC472967
0.7792 Intermediate Similarity NPC266159
0.7792 Intermediate Similarity NPC472959
0.7791 Intermediate Similarity NPC162205
0.7791 Intermediate Similarity NPC273579
0.7791 Intermediate Similarity NPC228451
0.7791 Intermediate Similarity NPC125674
0.7791 Intermediate Similarity NPC475302
0.7791 Intermediate Similarity NPC295204
0.7791 Intermediate Similarity NPC165383
0.7791 Intermediate Similarity NPC475838
0.7791 Intermediate Similarity NPC288240
0.7778 Intermediate Similarity NPC170286
0.7778 Intermediate Similarity NPC22611
0.7778 Intermediate Similarity NPC248125
0.7765 Intermediate Similarity NPC312042
0.7765 Intermediate Similarity NPC251385
0.7765 Intermediate Similarity NPC49342
0.7763 Intermediate Similarity NPC320537
0.7763 Intermediate Similarity NPC474758
0.7763 Intermediate Similarity NPC143979
0.7763 Intermediate Similarity NPC48641
0.7733 Intermediate Similarity NPC84038
0.7733 Intermediate Similarity NPC186531
0.7722 Intermediate Similarity NPC473981
0.7722 Intermediate Similarity NPC473980
0.7711 Intermediate Similarity NPC279859
0.7711 Intermediate Similarity NPC38576
0.7701 Intermediate Similarity NPC140543
0.7701 Intermediate Similarity NPC57405
0.7701 Intermediate Similarity NPC303942
0.7701 Intermediate Similarity NPC471147
0.7701 Intermediate Similarity NPC473316
0.7701 Intermediate Similarity NPC474247
0.7701 Intermediate Similarity NPC473330
0.7692 Intermediate Similarity NPC53581
0.7692 Intermediate Similarity NPC195785
0.7692 Intermediate Similarity NPC15975
0.7692 Intermediate Similarity NPC103987
0.7683 Intermediate Similarity NPC156485
0.7681 Intermediate Similarity NPC286189
0.7671 Intermediate Similarity NPC472266
0.7671 Intermediate Similarity NPC21998
0.7662 Intermediate Similarity NPC324762
0.7662 Intermediate Similarity NPC329852
0.7662 Intermediate Similarity NPC244166
0.7654 Intermediate Similarity NPC35556
0.7654 Intermediate Similarity NPC475690
0.7647 Intermediate Similarity NPC295312
0.7647 Intermediate Similarity NPC268298
0.7632 Intermediate Similarity NPC474705
0.7632 Intermediate Similarity NPC135703
0.7625 Intermediate Similarity NPC195424
0.7614 Intermediate Similarity NPC477922
0.7614 Intermediate Similarity NPC471141
0.7614 Intermediate Similarity NPC475659

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC269206 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.825 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.759 Intermediate Similarity NPD1694 Approved
0.7442 Intermediate Similarity NPD1695 Approved
0.7229 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD5209 Approved
0.7 Intermediate Similarity NPD8039 Approved
0.6966 Remote Similarity NPD5785 Approved
0.6941 Remote Similarity NPD7154 Phase 3
0.6782 Remote Similarity NPD5363 Approved
0.6778 Remote Similarity NPD46 Approved
0.6778 Remote Similarity NPD6698 Approved
0.6744 Remote Similarity NPD5362 Discontinued
0.6628 Remote Similarity NPD4270 Approved
0.6628 Remote Similarity NPD4269 Approved
0.6591 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6588 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6588 Remote Similarity NPD4252 Approved
0.6522 Remote Similarity NPD6927 Phase 3
0.6517 Remote Similarity NPD5786 Approved
0.6512 Remote Similarity NPD5369 Approved
0.65 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6458 Remote Similarity NPD4225 Approved
0.6353 Remote Similarity NPD4268 Approved
0.6353 Remote Similarity NPD4271 Approved
0.6353 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6333 Remote Similarity NPD7521 Approved
0.6333 Remote Similarity NPD4249 Approved
0.6333 Remote Similarity NPD6684 Approved
0.6333 Remote Similarity NPD5330 Approved
0.6333 Remote Similarity NPD7334 Approved
0.6333 Remote Similarity NPD7146 Approved
0.6333 Remote Similarity NPD6409 Approved
0.6264 Remote Similarity NPD4251 Approved
0.6264 Remote Similarity NPD4250 Approved
0.625 Remote Similarity NPD6435 Approved
0.6237 Remote Similarity NPD7838 Discovery
0.6235 Remote Similarity NPD4756 Discovery
0.6207 Remote Similarity NPD4820 Approved
0.6207 Remote Similarity NPD4821 Approved
0.6207 Remote Similarity NPD4819 Approved
0.6207 Remote Similarity NPD4822 Approved
0.6196 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6196 Remote Similarity NPD6903 Approved
0.618 Remote Similarity NPD5331 Approved
0.618 Remote Similarity NPD5332 Approved
0.617 Remote Similarity NPD7983 Approved
0.6154 Remote Similarity NPD6371 Approved
0.6154 Remote Similarity NPD6422 Discontinued
0.6136 Remote Similarity NPD4790 Discontinued
0.6129 Remote Similarity NPD5370 Suspended
0.6122 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6105 Remote Similarity NPD6399 Phase 3
0.6105 Remote Similarity NPD5779 Approved
0.6105 Remote Similarity NPD5778 Approved
0.6095 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6056 Remote Similarity NPD28 Approved
0.6056 Remote Similarity NPD29 Approved
0.6027 Remote Similarity NPD9298 Approved
0.6023 Remote Similarity NPD5368 Approved
0.6022 Remote Similarity NPD5737 Approved
0.6022 Remote Similarity NPD6672 Approved
0.6 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6 Remote Similarity NPD5693 Phase 1
0.5974 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5962 Remote Similarity NPD6686 Approved
0.596 Remote Similarity NPD7638 Approved
0.5957 Remote Similarity NPD6101 Approved
0.5957 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5949 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5949 Remote Similarity NPD3197 Phase 1
0.5943 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5934 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5918 Remote Similarity NPD7839 Suspended
0.59 Remote Similarity NPD7640 Approved
0.59 Remote Similarity NPD7639 Approved
0.5895 Remote Similarity NPD5207 Approved
0.589 Remote Similarity NPD3172 Approved
0.5876 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5876 Remote Similarity NPD7900 Approved
0.5876 Remote Similarity NPD5282 Discontinued
0.5857 Remote Similarity NPD5343 Approved
0.5849 Remote Similarity NPD2067 Discontinued
0.5833 Remote Similarity NPD6411 Approved
0.5818 Remote Similarity NPD7115 Discovery
0.5816 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5811 Remote Similarity NPD3194 Approved
0.5811 Remote Similarity NPD3196 Approved
0.5811 Remote Similarity NPD3195 Phase 2
0.5811 Remote Similarity NPD4266 Approved
0.5802 Remote Similarity NPD7331 Phase 2
0.5797 Remote Similarity NPD3174 Discontinued
0.5789 Remote Similarity NPD6051 Approved
0.5769 Remote Similarity NPD6008 Approved
0.5758 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5745 Remote Similarity NPD3573 Approved
0.5741 Remote Similarity NPD6053 Discontinued
0.5732 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7748 Approved
0.5714 Remote Similarity NPD6001 Approved
0.5714 Remote Similarity NPD3667 Approved
0.57 Remote Similarity NPD7902 Approved
0.5684 Remote Similarity NPD5208 Approved
0.567 Remote Similarity NPD7637 Suspended
0.5657 Remote Similarity NPD5695 Phase 3
0.5644 Remote Similarity NPD5696 Approved
0.5638 Remote Similarity NPD3618 Phase 1
0.5638 Remote Similarity NPD6098 Approved
0.5632 Remote Similarity NPD1452 Discontinued
0.5625 Remote Similarity NPD6080 Approved
0.5625 Remote Similarity NPD6904 Approved
0.5625 Remote Similarity NPD6673 Approved
0.5625 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5607 Remote Similarity NPD2182 Approved

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data